Flight Portland(PDX) to Midway(MDW)
CHANGE DIRECTION
| Portland International Airport | Chicago Midway International Airport |
|---|---|
| PDX : Portland , United States | MDW : Chicago , United States |
| UTC-7(DST) | UTC-5(DST) |
Portland to Midway Flight Schedule(November 2025)
Flight from Portland(PDX) to Midway(MDW) is operated by 1 airline : Southwest Airlines (WN). You can check flight schedules, flight duration, and aircraft types.
Change Direction(MDW to PDX)Portland (PDX) to Chicago/Midway (MDW) Flight Schedule
LastUpdate : 2025/09/01 06:15
Flight Schedule on November 2025 , Direct flight departure from Portland with all airlines , flight number, flight duration, aircraft type.
November 2025
- Southwest Airlines [ Show / Hide ]
| Flight Number / Airline | Departure Time | Arrival Time | Flight Duration | Operating Days | Aircraft Type | Airfare / Tickets |
|---|---|---|---|---|---|---|
|
WN4016
Southwest Airlines |
06:30 | 12:25 | 3h55m |
------S (Nov 2)
|
737-8-MAX | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
| 06:15 | 12:10 | 3h55m |
MTW---- (Nov 3–5)
|
737-8-MAX | ||
| 06:30 | 12:25 | 3h55m |
---TF-S (Nov 6–7, Nov 9)
|
737-8-MAX | ||
| 10:20 | 16:15 | 3h55m |
-----S- (Nov 8, Nov 15)
|
737-700 (WL) | ||
| 06:30 | 12:25 | 3h55m |
M--TF-S (Nov 10, Nov 13–14, Nov 16)
|
737-8-MAX | ||
| 06:15 | 12:10 | 3h55m |
MTWT--- (Nov 11–12, Nov 17–20)
|
737-8-MAX | ||
| 06:30 | 12:25 | 3h55m |
M---F-S (Nov 21, Nov 23–24, Nov 28)
|
737-8-MAX | ||
| 05:00 | 10:55 | 3h55m |
-TW---- (Nov 25–26)
|
737-8-MAX | ||
| 06:00 | 11:55 | 3h55m |
------S (Nov 30)
|
737-8-MAX | ||
|
WN3617
Southwest Airlines |
06:00 | 11:55 | 3h55m |
-----S- (Nov 1)
|
737-800 (WL) | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
|
WN1098
Southwest Airlines |
06:30 | 12:25 | 3h55m |
---T--- (Nov 27)
|
737-8-MAX | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
|
WN4013
Southwest Airlines |
07:45 | 13:40 | 3h55m |
-----S- (Nov 22, Nov 29)
|
737-800 (WL) | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
Flight schedules as of September 01, 2025, 06:15 AM(OAG data). Schedules may change without notice, so please check with airlines before booking. Refer to FlyTeam's terms of use before proceeding. Some airlines and flight numbers may not be displayed.
FAQ : Portland to Chicago/Midway
- How many airlines fly from Portland to Chicago ?
- As of November 2025, 1 airline operate direct flights from Portland (PDX) to Chicago/Midway (MDW) : Southwest Airlines.
- How far is it from Portland to Chicago?
- The distance between Portland (PDX) to Chicago/Midway (MDW) is approximately 1,750 miles(2,810km) by air.
- What is the time difference between Portland to Chicago?
- The time difference between Portland International Airport(Portland) and Chicago Midway International Airport(Chicago) is +2 hours. Chicago is 2 hours ahead of Portland.Portland is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.Chicago is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.